Reaktion #1965808

Reaktionsgleichung

3-(3,5-dibromo-pyridin-4-yl)-propan-1-ol

2-aminopyridine

NaOMe

NaHCO3

→

title compound

5-Bromo-3,4-dihydro-2H-pyrano[2,3-c]pyridine

Lösungsmittel

DME

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe resulting mixture is heated
2. 2
   Sonstigeat 70° C.
3. 3
   Sonstigefor 20 h
4. 4
   Extraktionthe mixture is extracted with EtOAc
5. 5
   TrocknenThe organic layer is dried with MgSO4
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated in vacuo
8. 8
   SonstigeThe crude product is purified

Vorschrift

To a solution of 3-(3,5-dibromo-pyridin-4-yl)-propan-1-ol (1 eq, 4.41 mmol, 1.3 g) in DME (8 ml) is added copper (I) chloride (0.05 eq, 0.22 mmol, 22 mg), 2-aminopyridine (0.05 eq, 0.22 mmol, 21 mg), and NaOMe (5.4M in MeOH, 1.5 eq, 6.61 mmol, 1.22 ml). The resulting mixture is heated using microwave radiation at 70° C. for 20 h. Then sat. aqueous NaHCO3 solution is added, and the mixture is extracted with EtOAc. The organic layer is dried with MgSO4, filtered, and concentrated in vacuo. The crude product is purified using column chromatography (hexane/EtOAc) to give the title compound; [M+H]+=214/216.

Quelle